Book Hotels in Upcountry Maui, HI

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Top Upcountry Maui hotels

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$755 nightly
The price is $891 total per night from Nov 30 to Dec 1
$891 total
Nov 30 - Dec 1
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
Great Service
Offered turn down service; the staff went above any beyond to ensure that we were comfortable.

Reviewed on Oct 26, 2025

Opens in a new windowFour Seasons Resort Maui at Wailea
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $289 total per night from Dec 1 to Dec 2
$289 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features 2 outdoor pools, 3 hot tubs, and a restaurant. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. A bar/lounge, a 24-hour ...
Friendly and helpful staff. Nice cafe. Hood nightly music.

Reviewed on Nov 12, 2025

Opens in a new windowMaui Coast Hotel
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
$178 nightly
The price is $211 total per night from Dec 8 to Dec 9
$211 total
Dec 8 - Dec 9
Total with taxes and fees
A full-service spa, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like self-serve breakfast ...
Over all good except no good filter water and no good breakfast

Reviewed on Nov 2, 2025

Opens in a new windowGods Peace Of Maui
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$374 nightly
The price is $441 total per night from Dec 6 to Dec 7
$441 total
Dec 6 - Dec 7
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
Everything is good

Reviewed on Nov 13, 2025

Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
$277 nightly
The price is $326 total per night from Nov 29 to Nov 30
$326 total
Nov 29 - Nov 30
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate ...
Enjoyed our stay at the Outrigger very much! However were disappointed that the activity Director in the lobby charged $135 above what two tickets for a sunset cruise would have cost if we had booked directly with vendor. Plus we were asked to tip her as if she were a server in a restaurant which ...

Reviewed on Nov 13, 2025

Opens in a new windowOUTRIGGER Kaanapali Beach Resort
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$647 nightly
The price is $763 total per night from Dec 1 to Dec 2
$763 total
Dec 1 - Dec 2
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...
Great hotel

Reviewed on Nov 9, 2025

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place Kaanapali HI
$267 nightly
The price is $315 total per night from Nov 21 to Nov 22
$315 total
Nov 21 - Nov 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and barbecue grills ...
Took my son and he loved the food in the cafe

Reviewed on Nov 10, 2025

Opens in a new windowHilton Vacation Club Ka'anapali Beach Maui
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$223 nightly
The price is $263 total per night from Nov 24 to Nov 25
$263 total
Nov 24 - Nov 25
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. ...
We didn’t realize there was an airport shuttle so paid for a taxi instead.

Reviewed on Nov 12, 2025

Opens in a new windowMaui Seaside Hotel
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $297 total per night from Nov 19 to Nov 20
$297 total
Nov 19 - Nov 20
Total with taxes and fees
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
Loved our experience

Reviewed on Nov 15, 2025

Opens in a new windowRoyal Lahaina Resort & Bungalows
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap Upcountry Maui hotels

Bamboo Valley Inn

Bamboo Valley Inn

1444 West Kuiaha Rd, Haiku, HI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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